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Remote Helpdesk Support Jobs in Winnipeg, MB (NOW HIRING)

At Cayenta, our Support Analysts play a critical role in helping customers resolve system issues ... This remote role welcomes candidates anywhere in Canada and the US. What your impact will be:

At Cayenta, our Support Analysts play a critical role in helping customers resolve system issues ... This remote role welcomes candidates anywhere in Canada and the US. What your impact will be:

At Cayenta, our Support Analysts play a critical role in helping customers resolve system issues ... This remote role welcomes candidates anywhere in Canada and the US. What your impact will be:

As a remote Inside Sales Rep - Automotive, you'll join an organically diverse team from 70 ... support each other's success and well-being, proudly united as "game-changers." Together, we help ...

As we grow, we are always looking for great Chefs to support our field operations across Canada ... is to help you reach your full potential and pursue what matters .  The pay range for this ...

... 000 experts, we provide 24/7 support to help organisations fulfil their Duty of Care ... Community health nursing in remote Indigenous communities isn't just a job-it's an opportunity to ...

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Remote Helpdesk Support information

What are the key skills and qualifications needed to thrive as a Remote Helpdesk Support, and why are they important?

To thrive as a Remote Helpdesk Support, you need strong troubleshooting skills, technical knowledge of operating systems and networking, and typically a relevant IT certification such as CompTIA A+ or Microsoft Certified Professional. Familiarity with remote desktop tools, ticketing systems like Zendesk or ServiceNow, and basic cybersecurity practices is often required. Excellent verbal and written communication, patience, and problem-solving abilities distinguish top performers in this role. These skills enable efficient resolution of technical issues, maintain user satisfaction, and ensure smooth IT operations across distributed environments.

What are some common challenges Remote Helpdesk Support professionals face, and how can they overcome them?

Remote Helpdesk Support professionals often encounter challenges such as troubleshooting technical issues without physical access to devices, communicating clearly with users of varying technical backgrounds, and managing multiple requests simultaneously. To overcome these, it's essential to use effective remote access tools, practice patience and clear communication, and prioritize tasks efficiently. Regular collaboration with team members through chat or video meetings also helps share knowledge and resolve complex issues more efficiently.

What is a Remote Helpdesk Support specialist?

A Remote Helpdesk Support specialist is an IT professional who assists users with technical issues related to computer systems, software, and hardware from a remote location. They typically respond to queries through phone, email, or chat, diagnosing and resolving problems without needing to be physically present. Their responsibilities include troubleshooting technical issues, guiding users through solutions, and escalating complex problems when necessary. Remote Helpdesk Support specialists are essential for organizations that rely on technology and need timely assistance for their staff or customers.

What is the difference between Remote Helpdesk Support vs Remote Technical Support?

AspectRemote Helpdesk SupportRemote Technical Support
CredentialsCompTIA A+, Microsoft Certified IT Support Technician (MCITP)CompTIA A+, Network+, Cisco CCNA
Work EnvironmentHelpdesk ticketing systems, remote desktop toolsTechnical troubleshooting, remote diagnostics
Employer & IndustryIT service providers, corporate IT departmentsIT service providers, hardware/software vendors
Common Search IntentCustomer support, troubleshooting basic issuesAdvanced technical problems, network issues

Remote Helpdesk Support primarily handles customer inquiries and basic troubleshooting via ticketing systems, while Remote Technical Support deals with more complex technical issues like network or hardware problems. Both roles require similar certifications and often work in similar environments, but their focus and technical depth differ.

What are popular job titles related to Remote Helpdesk Support jobs in Winnipeg, MB? For Remote Helpdesk Support jobs in Winnipeg, MB, the most frequently searched job titles are:
What job categories do people searching Remote Helpdesk Support jobs in Winnipeg, MB look for? The top searched job categories for Remote Helpdesk Support jobs in Winnipeg, MB are:
Infographic showing various Remote Helpdesk Support job openings in Winnipeg, MB as of May 2026, with employment types broken down into 3% As Needed, 32% Full Time, and 65% Part Time. Highlights an 90% Physical, 2% Hybrid, and 8% Remote job distribution.
(Remote) Support Analyst

(Remote) Support Analyst

Harris

Winnipeg, MB • Remote

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 14 days ago


Job description

Are you interested in building your expertise in ERP support and problem-solving? At Cayenta, our Support Analysts play a critical role in helping customers resolve system issues and keep their operations running smoothly.

In this role, you will manage and resolve support tickets related to our Human Resource Management and Payroll modules. Issues may span application functionality, system environments, and end-user challenges, requiring strong troubleshooting skills and a solid understanding of ERP systems.

This is an opportunity to deepen your knowledge of enterprise software while working directly with customers across North America. We are seeking candidates with strong software proficiency and experience in HR and payroll processes who are comfortable working in a remote environment.

This remote role welcomes candidates anywhere in Canada and the US.

What your impact will be:

  • Resolve customer issues in a timely and thorough manner, ensuring a high level of customer satisfaction
  • Monitor the support queue, take ownership of new tickets, and reassign as needed
  • Collaborate with internal teams (Environment Specialists, R&D, and other analysts) to escalate and resolve complex issues
  • Troubleshoot application, data, architecture, and interface-related problems
  • Communicate proactively with customers, providing clear updates and managing expectations throughout the resolution process
  • Develop deep functional and technical knowledge of our ERP applications, with a focus on Human Resources and Payroll modules
  • Identify root causes and provide recommendations to prevent recurring issues
  • Understand support service agreements and appropriately scope requests outside of standard support
  • Contribute ideas for product and process improvements

What we are looking for:

  • Experience supporting or working with ERP systems, particularly in Human Resources and Payroll
  • Strong technical aptitude with proven troubleshooting and problem-solving skills
  • Experience delivering solutions, services, or support within HR, payroll, finance, or accounting environments is preferred

Customer Support Qualifications:

  • Excellent communication skills, with the ability to clearly explain technical concepts and manage customer expectations
  • Ability to manage multiple priorities and support tickets simultaneously in a fast-paced environment
  • Strong analytical skills with the ability to make sound, independent decisions
  • Self-motivated, adaptable, and able to work both independently and collaboratively within a team

Technical Qualifications

  • Preferred software experience in applications based in at least one of the following: SQL, PL/SQL, Uniface, Acucobol
  • Experience in troubleshooting APIs and/or web services preferred.
  • Knowledge of Apache Tomcat configuration and troubleshooting is preferred.

What we can offer:

  • 3 weeks' vacation and 5 personal days
  • Comprehensive Medical, Dental, and Vision benefits starting from your first day of employment
  • Employee stock ownership and RRSP/401k matching programs
  • Lifestyle rewards
  • Remote work and more!

Compensation Range:

60K-75K

About Cayenta:

Founded in 1983 and welcomed to the Harris family in 2004, our Cayenta business unit is the North American leader in technology for medium to large utility clients. We provide innovative end-to-end CIS and ERP solutions that were engineered from the ground up to be agile and seamless, ensuring that our clients have a platform for operational success.

About Harris:

Harrisis a leading provider of mission critical software to the public sector in North America. As a wholly owned subsidiary of Constellation Software Inc. ("CSI", symbol CSU on the TSX), Harris has become the cornerstone for CSI's investment in utility, local government, school districts, public safety, and healthcare software verticals. Our success has been realized through investments in our proprietary software and market expertise. This focus, combined with acquiring businesses that build upon or complement our offerings, has helped drive our success. Harris will continue to growth through reinvestment - both in the people and products that we offer and making investments in acquiring new businesses.

#LI-DNI


Harris Computer Systems logo

About Harris Computer Systems

Sourced by ZipRecruiter

Harris Computer Systems, based in Ottawa, ON, CA, is an established player in the field of public sector software technology. Since its inception in 1976, the company has been striving to make clients' operations more efficient through reliable, practical, and flexible software solutions. Its extensive portfolio primarily serves utility, healthcare, public sector, and educational institutions, contributing to the betterment of public services through technology. Harris strongly believes in the value of forward-thinking technology and the power it has to drive progress for the public sector. This methodology is entirely in line with their mission to ensure customer success by providing reliable, practical, and robust software solutions.

Industry

Accounting services

Company size

1,001 - 5,000 Employees

Headquarters location

Ottawa, ON, CA

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